66702-75-8Relevant academic research and scientific papers
Synthesis of α-Functionalized Trichloromethylcarbinols
Ram, Ram N.,Soni, Vineet Kumar
, p. 8922 - 8928 (2015/09/15)
A new series of α-functionalized trichloromethylcarbinols have been synthesized from corresponding α-halomethyl ketones, esters, and amides in 48-78% overall yields. Reactivity of nitrates obtained in the first step was dependent on the electron-withdrawi
THE USE OF NITRATE ESTERS IN THE SYNTHESIS OF DI- AND TRI-CARBONYL COMPOUNDS
Cainelli, Gianfranco,Manescalchi, Francesco,Plessi, Laura
, p. 163 - 164 (2007/10/02)
Vicinal di- and tri-carbonyl compounds are prepared by reacting some electrophiles, bearing a C=O vicinal to the leaving group, with an anion exchanger, in the nitrate form, or with the ammonium salt n-Bu4N(+)NO3(-).
Conversion of Aromatic Ketones into α-Arylalkanoic Acids. Oxidation by Thallium(III) and by Halogens
Higgins, Stanley D.,Thomas, Barry C.
, p. 235 - 242 (2007/10/02)
The mechanism by which thallium (III) nitrate oxidises aromatic ketones to α-arylalkanoic acids has been investigated and the role of additives in the system elucidated.It is found that in the absence of additives an organothallium intermediate, most probably the phenacylthallium species BzCH2Tl(NO3)2, persists and that the key to an efficient rearrangement is the ready conversion of this compound into its acetal.Thallium(III) is shown not to be a unique reagent for the oxidation.Other oxidants capable of acting initially as an electrophile and then as a leaving group are equally effective, provided that formation of an acetal is possible.Iodine-silver nitrate in particular offers considerable advantages as reagent over thallium(III).Higher specificity is achieved, unwanted side-reactions can be avoided, and toxicity problems are eliminated.Bromine may be used instead of iodine, but chlorine proves unsatisfactory as an oxidant.
Reactions of Triphenylphosphine- and Trialkyl Phosphite-Silver Nitrate Complexes with Positive Halogen Compounds. Synthesis of α-Nitro Nitriles
Ketari, Rachid,Foucaud, Andre
, p. 4498 - 4501 (2007/10/02)
The reaction of α-bromo-α-cyano esters, α-bromo-α-cyano nitriles, and α-bromo-α-cyano imides with triphenylphosphine- or trialkyl phosphite-silver nitrate complexes leads to replacement of the positive bromine atom by a nitro group under mild conditions.I
